Boats for sale in Chicago Illinois

153 boats found within 100 miles from Chicago, Illinois

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2019 Supra SA400

$115,000

Delavan, WI
- Delavan, WI
- Ski & Wake
- 25'
- 2019 / Used
- $115,000
Stock #360586 Reason for selling is "Plans changed". ANY and ALL offers will be put in front of our seller! Submit your offer today! 350HP INDMAR! TRAILER INCLUDED!! READY TO PL... View Details

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$115,000
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2022 Robalo R242 Explorer

$119,900

Saint Joseph, MI
- Saint Joseph, MI
- Fishing Center Console
- 24'
- 2022 / Used
- $119,900
This Freshwater only Robalo 242 Explorer is at the top of it's class and for good reason. This 24 foot platform is the pinnacle of what the Explorer series is all about. Providing... View Details

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$119,900
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2005 Formula 34 PC

$124,900

Winthrop Harbor, IL
- Winthrop Harbor, IL
- Express Cruiser
- 35'
- 2005 / Used
- $124,900
Beautiful fresh water Lake Michigan boat. Indoor heated winter storage. Flagship Imron Graphics. Experience the formula performance. Boat is available to view. View Details

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$124,900
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2022 Ranger 2360

$127,800

Northbrook, IL
- Northbrook, IL
- Fishing Bay / Flats / Skiff
- 24'
- 2022 / Used
- $127,800
2022 Ranger 2360 Bay – Freshwater Only • One Owner? OverviewA rare find — this 2022 Ranger 2360 Bay has been used exclusively in freshwater and is a single-owner vessel. Equipped w... View Details

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$127,800
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2007 Chaparral 350 Signature

$129,500

Saint Joseph, MI
- Saint Joseph, MI
- Cruiser
- 37'
- 2007 / Used
- $129,500
Always fresh-water, loaded with features. Twin Merc 8.1L 370 HP inboards with 460 hours. This is an ideal opportunity to own a well-cared-for Chaparral 350 Signature featuring a pr... View Details

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$129,500
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2016 Chaparral 307 SSX

$129,900

Saint Joseph, MI
- Saint Joseph, MI
- Bowrider
- 30'
- 2016 / Used
- $129,900
Meet your next on-the-water obsession: the 2016 Chaparral 307 SSX a head turning mix of luxury, performance, and pure boating bliss! At 30 feet, she delivers a ride as smooth as s... View Details

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$129,900
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2019 Mastercraft XT23

$139,990

Fontana, WI
- Fontana, WI
- Ski & Wake
- 23'
- 2019 / Used
- $139,990
This 2019 MasterCraft XT23 is the ultimate crossover surf and wake machine—with an incredible low 27 hours on the clock and loaded with premium upgrades. Whether you’re chasing the... View Details

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$139,990
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2019 Beneteau Oceanis 35.1

$149,000

Racine, WI
- Racine, WI
- Sailboat
- 0'
- 2019 / Used
- $149,000
2019 Beneteau Oceanis 35.1 | Freshwater | Turnkey If you’ve been searching for a late-model cruising sailboat in the 35–36 ft range, you already know how competitive this segment... View Details

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$149,000
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2021 Chaparral 307 SSX

$149,900

Saint Joseph, MI
- Saint Joseph, MI
- Bowrider
- 30'
- 2021 / Used
- $149,900
One-Owner, Fresh-Water, rack-stored Chaparral 307 SSX. Plushness and Performance! Loaded with all of Chaparral's best features, with an abundance of passenger space, the 307 SSX is... View Details

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$149,900
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2023 Malibu 24 MXZ

$159,990

Fontana, WI
- Fontana, WI
- Ski & Wake
- 24'
- 2023 / Used
- $159,990
Powered by the M6Di Monsoon engine, this 24MXZ delivers massive torque, smooth acceleration, & the muscle needed to build world-class waves. Equipped with Surf Gate & the Malibu Su... View Details

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$159,990
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2023 Malibu 25 LSV

$160,390

Fontana, WI
- Fontana, WI
- Ski & Wake
- 25'
- 2023 / Used
- $160,390
2023 Malibu 25 LSV, the ultimate luxury wakeboarding and surfing machine. This stunning boat is equipped with a powerful M6Di engine, producing a whopping 430 horsepower, making it... View Details

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$160,390
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2025 Cobalt R6

$179,990

Fontana, WI
- Fontana, WI
- Bowrider
- 25'
- 2025 / Used
- $179,990
This almost new 2025 Cobalt R6, a perfect blend of striking design, luxury appointments, and exhilarating performance. Powered by the Volvo V8-380CE DP, this R6 delivers smooth, re... View Details

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$179,990
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2024 Cobalt R8

$189,990

Fontana, WI
- Fontana, WI
- Bowrider
- 27'
- 2024 / Used
- $189,990
Powered by a commanding Volvo V8 380hp engine, this beauty propels you across the water with breathtaking speed and unmatched performance. The dual props provide precise control an... View Details

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$189,990
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2017 Chaparral 330 Signature

$194,900

Saint Joseph, MI
- Saint Joseph, MI
- Cruiser
- 33'
- 2017 / Used
- $194,900
Now available, see this 2017 Chaparral 330 Signature. Always fresh-water, with just 243 engine hours. Designed for summer adventures and weekend getaways, the Chaparral 330 Signatu... View Details

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$194,900
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2005 Regal COMMODORE 4260

$199,900

Winthrop Harbor, IL
- Winthrop Harbor, IL
- Cruiser
- 45'
- 2005 / Used
- $199,900
Regal's beloved 4260 Commodore! The lay out was one of Regal's best, and package with this boat with rebuilt Yanmars with less than 250 hours since rebuild, it will be perfect for... View Details

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$199,900
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2024 Cobalt R8 Outboard

$219,900

Saint Joseph, MI
- Saint Joseph, MI
- Bowrider
- 27'
- 2024 / Used
- $219,900
See This stunning 2024 Cobalt R8 Outboard, a remarkable bowrider that combines elegance with performance. Measuring an impressive 27.83 feet in overall length, this vessel is craft... View Details

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$219,900
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2022 Cobalt R30

$231,990

Fontana, WI
- Fontana, WI
- Bowrider
- 30'
- 2022 / Used
- $231,990
From its sleek Knockout Red and Rich Ebony exterior to its refined Geneva interior, this R30 embodies the craftsmanship and attention to detail that make Cobalt one of the most adm... View Details

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$231,990
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2017 Formula 350 CBR

$249,900

Winthrop Harbor, IL
- Winthrop Harbor, IL
- Bowrider
- 35'
- 2017 / Used
- $249,900
100% Fresh water, with 515 hours on 3 pampered Merc 350 HP Verado JPO engines (joystick operated) It has a Garmin 7610 GPS plotter, shore power, heat and air in the cabin, vacuflus... View Details

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$249,900
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2008 Trident 5012

$275,000

Chicago, IL
- Chicago, IL
- Commercial
- 50'
- 2008 / Used
- $275,000
Stock #481515 This Trident has now been on the market more than a month. Please submit your offer today! Excellent condition Trident 5012! Custom built for your next business ven... View Details

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$275,000
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2016 Cruisers 380 EXPRESS

$279,900

Winthrop Harbor, IL
- Winthrop Harbor, IL
- Cruiser
- 38'
- 2016 / Used
- $279,900
Just listed: Fresh water since new, low hours (under 320!), Axius joystick w/SkyHook & more!!! A leader in-class for a decade, Cruisers Yachts set a high bar with their 380 Exp... View Details

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$279,900
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2012 Beneteau Oceanis 45

$283,000

Racine, WI
- Racine, WI
- Sailboat
- 45'
- 2012 / Used
- $283,000
2012 Beneteau Oceanis 45 US Elegance Pack - Simrad IS20 Graphic Displays (Log, Speed, Depth & Wind System @ Starboard & Port Helm) - Cockpit Shower - Indirect Lighting With LED I... View Details

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$283,000
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